#------------------------------------------------------------------------------
#$Date: 2019-11-17 10:01:34 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229244 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/53/7045380.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7045380
loop_
_publ_author_name
'Savastano, M.'
'Bazzicalupi, C.'
'García-Gallarín, C'
'Giorgi, C.'
'López de la Torre, M D'
'Pichierri, F.'
'Bianchi, A.'
'Melguizo, M.'
_publ_section_title
;
 Halide and hydroxide anion binding in water.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3329
_journal_page_last               3338
_journal_paper_doi               10.1039/c7dt04430e
_journal_volume                  47
_journal_year                    2018
_chemical_formula_sum            'C12 H20 N6 O2'
_chemical_formula_weight         280.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-11-23 deposited with the CCDC.
2018-01-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.110(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.2753(4)
_cell_length_b                   13.9813(8)
_cell_length_c                   7.4837(4)
_cell_measurement_reflns_used    521
_cell_measurement_temperature    150
_cell_measurement_theta_max      55.2997
_cell_measurement_theta_min      5.9537
_cell_volume                     651.55(7)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May  8 2007,13:10:02)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May  8 2007,13:10:02)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May  8 2007,13:10:02)
;
_computing_molecular_graphics    'Mercury CSD 3.9'
_computing_publication_material  'PARST93 (Nardelli, 1993)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SIR92 (Altomare, 1994)'
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 8.1241
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Xcalibur, Onyx'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0788
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            1652
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        55.369
_diffrn_reflns_theta_max         55.369
_diffrn_reflns_theta_min         6.331
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.840
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51787
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'deep pink'
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.658
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         822
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.658
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0549
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1384P)²+5.0944P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1367
_refine_ls_wR_factor_ref         0.1958
_reflns_Friedel_coverage         0.000
_reflns_number_gt                565
_reflns_number_total             822
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt04430e1.cif
_cod_data_source_block           shelx_CCDC3
_cod_depositor_comments
'Adding full bibliography for 7045377--7045381.cif.'
_cod_database_code               7045380
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
N1 N 0.4193(6) 0.4878(3) -0.1774(5) 0.0268(11) Uani 1 1 d . .
N2 N 0.2938(6) 0.4721(3) -0.0495(5) 0.0276(11) Uani 1 1 d . .
C1 C 0.3780(7) 0.4850(3) 0.1233(6) 0.0208(12) Uani 1 1 d . .
C2 C 0.2330(8) 0.4685(3) 0.2643(6) 0.0253(13) Uani 1 1 d . .
H2A H 0.2984 0.4954 0.3775 0.030 Uiso 1 1 calc R U
H2B H 0.0981 0.5015 0.2301 0.030 Uiso 1 1 calc R U
N3 N 0.1904(6) 0.3670(3) 0.2895(5) 0.0218(10) Uani 1 1 d . .
C4 C 0.0136(8) 0.3548(3) 0.3988(7) 0.0248(12) Uani 1 1 d . .
H4A H -0.1135 0.3873 0.3415 0.030 Uiso 1 1 calc R U
H4B H 0.0525 0.3832 0.5166 0.030 Uiso 1 1 calc R U
C5 C -0.0339(8) 0.2505(4) 0.4192(7) 0.0287(13) Uani 1 1 d . .
H5A H -0.1517 0.2432 0.4907 0.034 Uiso 1 1 calc R U
H5B H -0.0776 0.2229 0.3015 0.034 Uiso 1 1 calc R U
O1 O 0.1504(5) 0.2009(2) 0.5042(4) 0.0272(9) Uani 1 1 d . .
C6 C 0.3262(8) 0.2119(4) 0.4023(7) 0.0280(13) Uani 1 1 d . .
H6A H 0.2909 0.1820 0.2854 0.034 Uiso 1 1 calc R U
H6B H 0.4512 0.1797 0.4638 0.034 Uiso 1 1 calc R U
C7 C 0.3792(7) 0.3165(3) 0.3766(6) 0.0242(12) Uani 1 1 d . .
H7A H 0.4260 0.3455 0.4926 0.029 Uiso 1 1 calc R U
H7B H 0.4955 0.3217 0.3030 0.029 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N2 N1 C1 117.0(4) . 3_665
N1 N2 C1 118.1(4) . .
N1 C1 N2 124.9(4) 3_665 .
N1 C1 C2 117.9(4) 3_665 .
N2 C1 C2 117.2(4) . .
N3 C2 C1 112.2(4) . .
C2 N3 C7 112.1(4) . .
C2 N3 C4 110.3(4) . .
C7 N3 C4 108.8(4) . .
N3 C4 C5 110.0(4) . .
O1 C5 C4 110.9(4) . .
C5 O1 C6 110.3(3) . .
O1 C6 C7 111.6(4) . .
N3 C7 C6 110.1(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 N2 1.331(5) .
N1 C1 1.341(6) 3_665
N2 C1 1.347(6) .
C1 N1 1.341(6) 3_665
C1 C2 1.494(6) .
C2 N3 1.460(6) .
N3 C7 1.461(6) .
N3 C4 1.468(6) .
C4 C5 1.500(7) .
C5 O1 1.429(6) .
O1 C6 1.425(6) .
C6 C7 1.517(7) .
